1,6-bis(isatin-1-yl)-2,5-dinitroso-2,5-diazahexane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1,6-bis(isatin-1-yl)-2,5-dinitroso-2,5-diazahexane
• 英文别名: N-[(2,3-dioxoindol-1-yl)methyl]-N-[2-[(2,3-dioxoindol-1-yl)methyl-nitrosoamino]ethyl]nitrous amide
• 化学式: C₂₀H₁₆N₆O₆
• 分子量: 436.384
• InChiKey: ATRUSZYAJHSOAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  140
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  1,3-bis[(isatin-1-yl)methyl]imidazolidine 在 溶剂黄146 、 sodium nitrite 作用下， 反应 6.0h， 以86%的产率得到1,6-bis(isatin-1-yl)-2,5-dinitroso-2,5-diazahexane
  参考文献：
  名称：

  摘要：

  The reactions of isatin. benzotriazole. and succinimide with formaldehyde and methylamine yield monoamines RCH2N(Me)CH2R and methylenediamines RCH2N(Me)CH2N(Me)CH2R. The use of ethylenediamine as the amino component affords N,N'-disubstituted imidazolidines, while the reactions with 3-aminopropan-1-ol give N-substituted tetrahydro-1,3-oxazines. RCH2NBu21 was obtained from succinimide. formaldehyde, and diisobutylamine. Nitrosative cleavage of the amines obtained was studied: it was shown that monoamines and methylenediamines give N-nitrosoamines RCH2N(NO)Me, which were structurally characterized by X-ray diffraction analysis, RCH2NBu21 affords diisobutylnitrosamine. while imidazolidines transform into dinitroso compounds RCH2N(NO)CH2CH2N(NO)CH2R.

  DOI：

  10.1023/a:1013094720611

文献信息

• ——
  作者：A. G. Korepin、P. V. Galkin、N. M. Glushakova、V. P. Lodygina、I. L. Eremenko、S. E. Nefedov、L. T. Eremenko

  DOI：10.1023/a:1013094720611

  日期：——

  The reactions of isatin. benzotriazole. and succinimide with formaldehyde and methylamine yield monoamines RCH2N(Me)CH2R and methylenediamines RCH2N(Me)CH2N(Me)CH2R. The use of ethylenediamine as the amino component affords N,N'-disubstituted imidazolidines, while the reactions with 3-aminopropan-1-ol give N-substituted tetrahydro-1,3-oxazines. RCH2NBu21 was obtained from succinimide. formaldehyde, and diisobutylamine. Nitrosative cleavage of the amines obtained was studied: it was shown that monoamines and methylenediamines give N-nitrosoamines RCH2N(NO)Me, which were structurally characterized by X-ray diffraction analysis, RCH2NBu21 affords diisobutylnitrosamine. while imidazolidines transform into dinitroso compounds RCH2N(NO)CH2CH2N(NO)CH2R.